CN110625720B - Application of dehydroabietylamine (substituted) benzaldehyde Schiff base derivative - Google Patents

Application of dehydroabietylamine (substituted) benzaldehyde Schiff base derivative Download PDF

Info

Publication number
CN110625720B
CN110625720B CN201910938419.4A CN201910938419A CN110625720B CN 110625720 B CN110625720 B CN 110625720B CN 201910938419 A CN201910938419 A CN 201910938419A CN 110625720 B CN110625720 B CN 110625720B
Authority
CN
China
Prior art keywords
dehydroabietylamine
schiff base
substituted
base derivative
benzaldehyde schiff
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CN201910938419.4A
Other languages
Chinese (zh)
Other versions
CN110625720A (en
Inventor
饶小平
翟兆兰
许吉
宋湛谦
商士斌
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Institute of Chemical Industry of Forest Products of CAF
Original Assignee
Institute of Chemical Industry of Forest Products of CAF
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Institute of Chemical Industry of Forest Products of CAF filed Critical Institute of Chemical Industry of Forest Products of CAF
Priority to CN201910938419.4A priority Critical patent/CN110625720B/en
Priority to AU2019101540A priority patent/AU2019101540A4/en
Publication of CN110625720A publication Critical patent/CN110625720A/en
Application granted granted Critical
Publication of CN110625720B publication Critical patent/CN110625720B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/34—Organic impregnating agents
    • B27K3/38—Aromatic compounds
    • B27K3/40—Aromatic compounds halogenated
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/34—Organic impregnating agents
    • B27K3/38—Aromatic compounds
    • B27K3/42—Aromatic compounds nitrated, or nitrated and halogenated
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K2240/00—Purpose of the treatment
    • B27K2240/30—Fireproofing

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Forests & Forestry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)

Abstract

The invention discloses an application of a dehydroabietylamine (substituted) benzaldehyde Schiff base derivative for wood preservation. The dehydroabietylamine (substituted) benzaldehyde Schiff base derivative can effectively inhibit botrytis cinerea, fusarium solani, fusarium graminearum, fusarium oxysporum, alternaria brassicae, coriolus versicolor and the like, and can be directly used for wood preservation or used for preparing wood preservatives; the raw materials have wide sources and low cost, and have the advantages of being natural, non-toxic, renewable and the like.

Description

Application of dehydroabietylamine (substituted) benzaldehyde Schiff base derivative
Technical Field
The invention relates to an application of a dehydroabietylamine (substituted) benzaldehyde Schiff base derivative, belonging to the field of wood preservation.
Background
As a renewable biomass material, the wood has the characteristics of no toxicity, no pollution, beautiful appearance, easy processing and the like, is widely used as building and decoration materials all the time, and is a green natural product which is well favored by people. However, the wood contains abundant cellulose, provides nutrients for wood decay fungi and the like under the condition of proper temperature and humidity, is easy to be eroded and decayed by the fungi, shortens the service life of the wood and causes the loss of the wood in the aspects of economic value and use value. The method for performing preservative treatment on the wood is an important way and means for prolonging the service life of the wood, improving the utilization level of the wood and saving wood resources. Therefore, research and development of techniques for preservation of wood and the like have been receiving wide attention.
In the prior art, wood preservatives are various, but generally have high toxicity, so that the preservative effect on wood is achieved, serious environmental pollution and safety problems can be caused, even poisoning of people and livestock is caused, and the application of the wood preservative is limited. The natural wood preservative has the advantages of low toxicity, less pollution, uniform dispersion in wood, difficult loss, cyclic utilization of bioactive substances, good corrosion resistance and antibacterial performance and the like, so the research on the natural wood preservative has important significance for improving the safety and environmental protection of wood products.
Disclosure of Invention
The invention provides an application of a dehydroabietylamine (substituted) benzaldehyde Schiff base derivative, which can effectively inhibit botrytis cinerea, Fusarium solani, Fusarium graminearum, Fusarium oxysporum, Alternaria brassicae, Coriolus versicolor and the like, and can be used for wood preservation; the dehydroabietylamine (substituted) benzaldehyde Schiff base derivative is prepared from renewable resource rosin, and has the advantages of being natural, non-toxic, renewable and the like.
In order to solve the technical problems, the technical scheme adopted by the invention is as follows:
an application of dehydroabietylamine (substituted) benzaldehyde Schiff base derivative in preservation of wood.
The bacteriostatic agent has strong selectivity on strains, the difference of the inhibitory effect of the same product on different strains is obvious, and the applicant finds that the dehydroabietylamine (substituted) benzaldehyde Schiff base derivative can effectively inhibit botrytis cinerea, fusarium solani, fusarium graminearum, fusarium oxysporum, alternaria brassicae, coriolus versicolor and the like, and can be used for wood preservation.
The dehydroabietylamine (substituted) benzaldehyde Schiff base derivative can be directly used for wood preservation and can also be used for preparing wood preservatives.
In order to improve the anticorrosion effect, the concentration of the dehydroabietylamine (substituted) benzaldehyde Schiff base derivative is 11.25-180 mu g/mL when the derivative is used. The applicant finds that the concentration of the dehydroabietylamine (substituted) benzaldehyde Schiff base derivative and the antibacterial effect are not in a simple proportional relationship, and the antibacterial rate is increased, reduced and increased along with the increase of the concentration.
Process for producing dehydroabietylamine (substituted) benzaldehyde Schiff base derivativeThe structural formula is as follows:
Figure BDA0002222208550000021
in order to further secure the wood preservative effect, preferably, R2Is composed of
Figure BDA0002222208550000022
Figure BDA0002222208550000023
The different dehydroabietylamine (substituted) benzaldehyde Schiff base derivatives can also be used for inhibiting specific pathogenic fungi to meet the requirements of different occasions, wherein R is2Is composed of
Figure BDA0002222208550000024
The dehydroabietylamine (substituted) benzaldehyde Schiff base derivative is used for inhibiting botrytis cinerea and fusarium graminearum; r2Is composed of
Figure BDA0002222208550000025
For inhibiting botrytis cinerea, fusarium solani, alternaria brassicae, fusarium graminearum and fusarium oxysporum; r2Is composed of
Figure BDA0002222208550000026
The dehydroabietylamine (substituted) benzaldehyde Schiff base derivative is used for inhibiting botrytis cinerea, alternaria brassicae and fusarium graminearum; r2Is composed of
Figure BDA0002222208550000027
The dehydroabietylamine (substituted) benzaldehyde Schiff base derivative of (1) is used for inhibiting Botrytis cinerea and Alternaria brassicae; r2Is composed of
Figure BDA0002222208550000028
The dehydroabietylamine (substituted) benzaldehyde Schiff base derivative of (1) is used for inhibiting Botrytis cinerea and Alternaria brassicae; r2Is composed of
Figure BDA0002222208550000029
Dehydroabietylamine (c) of (c)Meta) benzaldehyde Schiff base derivatives for inhibiting Botrytis cinerea and Fusarium graminearum.
In order to further enhance the effect of wood preservation, the structural formula of the dehydroabietylamine (substituted) benzaldehyde Schiff base derivative is preferably R2Is composed of
Figure BDA00022222085500000210
Figure BDA0002222208550000031
More preferably, R2Is composed of
Figure BDA0002222208550000032
Figure BDA0002222208550000033
R2Is composed of
Figure BDA0002222208550000034
The inhibition rate of the dehydroabietylamine (substituted) benzaldehyde Schiff base derivative on botrytis cinerea and alternaria brassicae is 100 percent, R is2Is composed of
Figure BDA0002222208550000035
The inhibition rate of the dehydroabietylamine (substituted) benzaldehyde Schiff base derivative on Fusarium solani and Alternaria brassicae is 100 percent, R2Is prepared by
Figure BDA0002222208550000036
The inhibition rate of the dehydroabietylamine (substituted) benzaldehyde Schiff base derivative on part of pathogenic fungi also reaches 100%. Even more preferably, R2Is composed of
Figure BDA0002222208550000037
In order to take account of cost and bacteriostatic efficiency, it is preferable that R is used when R is used2Is composed of
Figure BDA0002222208550000038
The dehydroabietylamine (substituted) benzaldehyde Schiff base derivative has a concentration of 11.25±2μg/mL，R2Is composed of
Figure BDA0002222208550000039
The concentration of the dehydroabietylamine (substituted) benzaldehyde Schiff base derivative is 22.5 +/-2 mu g/mL, R2Is composed of
Figure BDA00022222085500000310
The concentration of the dehydroabietylamine (substituted) benzaldehyde Schiff base derivative is 11.25 +/-2 mu g/mL, R2Is composed of
Figure BDA00022222085500000311
The concentration of the dehydroabietylamine (substituted) benzaldehyde Schiff base derivative of (1) was 45. + -.2. mu.g/mL. That is, the substitution position and type of the halogen atom on the benzene ring will affect the concentration for optimal bacteriostatic activity. The dehydroabietylamine (substituted) benzaldehyde Schiff base derivative can be diluted and directly used for wood preservation, and can also be used for preparing wood preservatives after being compounded with other substances as an effective component.
The prior art is referred to in the art for techniques not mentioned in the present invention.
The dehydroabietylamine (substituted) benzaldehyde Schiff base derivative can effectively inhibit botrytis cinerea, fusarium solani, fusarium graminearum, fusarium oxysporum, alternaria brassicae, coriolus versicolor and the like, and can be directly used for wood preservation or used for preparing wood preservatives; the raw materials have wide sources and low cost, and have the advantages of being natural, non-toxic, renewable and the like.
Drawings
FIG. 1 shows the bacteriostatic activity of dehydroabietylamine (substituted) benzaldehyde Schiff base derivatives on Botrytis cinerea at different concentrations;
FIG. 2 is a graph showing the bacteriostatic activity of dehydroabietylamine (substituted) benzaldehyde Schiff base derivatives against Fusarium solani at different concentrations;
FIG. 3 is a graph showing the bacteriostatic activity of dehydroabietylamine (substituted) benzaldehyde Schiff base derivatives against Fusarium graminearum at various concentrations;
FIG. 4 shows the bacteriostatic activity of dehydroabietylamine (substituted) benzaldehyde Schiff base derivatives against Alternaria brassicae at different concentrations;
FIG. 5 is a graph showing the bacteriostatic activity of dehydroabietylamine (substituted) benzaldehyde Schiff base derivatives against Fusarium oxysporum at various concentrations;
FIG. 6 shows the bacteriostatic activity of dehydroabietylamine (substituted) benzaldehyde Schiff base derivatives against Coriolus versicolor at different concentrations.
Detailed Description
In order to better understand the present invention, the following examples are further provided to illustrate the present invention, but the present invention is not limited to the following examples.
1. Sample preparation: the dehydroabietylamine (substituted) benzaldehyde Schiff base derivative has a structural formula as follows:
Figure BDA0002222208550000041
for convenience of statistics, according to R2The sample dehydroabietylamine (substituted) benzaldehyde Schiff base derivatives were numbered as shown in table 1 below.
TABLE 1 Dehydroabietylamine (substituted) benzaldehyde Schiff base derivative numbering
Figure BDA0002222208550000042
2. Pathogenic fungi: selecting the fungal pathogens which are easy to cause wood decay and have representative characteristics: botrytis cinerea (CGMCC 3.3790), Fusarium solani (CGMCC 3.2889), Fusarium graminearum (CGMCC3.4733), Fusarium oxysporum (CGMCC 3.3633), Alternaria brassicolo (CGMCC 3.7805) and Coriolus versicolor (CFCC5336), the 6 test phytopathogenic fungi being provided by the China General Microbiological Culture Collection Center (CGMCC 3.7805) and the China Forestry Microbiological Culture Collection Center (China General Microbiological Culture Collection Center);
3. other reagents: absolute ethyl alcohol, glucose, agar and cycloheximide are analytically pure;
4. preparation of a culture medium:
preparation of Potato Dextrose Agar (PDA) medium: accurately weighing 200g of potatoes, cleaning, peeling, cutting into small pieces, pouring 1000ml of boiled distilled water (100 ℃) into the small pieces for water boiling, continuously stirring in the water boiling process to prevent the potatoes from sticking to a pot, and filtering potato residues to obtain potato filtrate when the potatoes are boiled to be fragile under light pressure; heating potato filtrate with slow fire to boil, adding 20g glucose, stirring until glucose is completely dissolved, adding 18g agar, stirring, preventing sticking, reducing fire power, and stopping fire when the liquid is clear and transparent to obtain PDA culture medium.
5. Activation of pathogenic fungi:
(1) and (3) sterilization: the cleaned culture dish, inoculating needle, PDA culture medium, etc. are placed in autoclave (HVE-50 autoclave, Wayuejing instruments Co., Ltd.), and sterilized at 0.1Mpa and 121 deg.C for 22 min.
(2) Plate preparation: placing sterilized culture medium and apparatus on clean bench (SW-CJ-1FD clean bench, Suzhou Antai air technology Co., Ltd.), irradiating with ultraviolet lamp for 15min, closing the ultraviolet lamp, and blowing for 10 min; pouring the non-solidified culture medium into empty dishes, pouring about 20mL of the culture medium into each dish, flatly placing the culture medium, and inoculating the culture medium after complete condensation; the name and date of the inoculum is marked.
(3) Inoculation: picking out pathogenic fungi hypha stored in a test tube by using an inoculating needle, inoculating the hypha on a flat plate by adopting a marking method without scratching agar, and sealing a dish opening by using a sealing film after inoculation so as to prevent external pollution from entering;
(4) culturing: the inoculated fungus plate is put into an incubator (PQX-380D multi-section programmable artificial climate box (incubator) of Ningbo southeast instruments Co., Ltd.) at 28 ℃, and is cultured in dark until obvious bacterial colonies are formed.
6. And (3) determining the bacteriostatic activity of each sample:
6.1 primary determination of bacteriostatic activity, and respectively carrying out the following operations on each sample:
accurately weighing 36mg of sample, using absolute ethyl alcohol to fix the volume to 10mL, and preparing the sample solution to be detected with the concentration of 3.6 mg/mL. Setting the final concentration of the sample in each culture dish to be 180 mug/mL, taking absolute ethyl alcohol as a solvent control, taking an cycloheximide aqueous solution with the same concentration as the solution to be detected as a positive control, taking a pure PDA culture medium as a blank control, and determining the inhibitory activity of the sample solution on the pathogenic fungi by adopting a growth rate method.
In a clean bench, 9mL of sample solution to be tested is transferred by a sterilized gun head, filtered by a 0.22 μm sterile filter head and then mixed with 171mL of PDA culture medium at 40 ℃ by gentle shaking to obtain the PDA culture medium (180 μ g/mL) containing samples. 10mL of PDA culture medium containing samples is poured into each culture dish, the culture dishes are rotated to evenly spread the culture medium, and the culture medium is marked, cooled and solidified for standby. The solvent control and the positive control were performed as above.
And inoculating the activated pathogenic fungi into each culture dish, wherein all the pathogenic fungi are inoculated within the same day. After inoculation, the strain is placed into an incubator for culturing for 10d, when the strain is cultured to the 2 nd, 4 th, 6 th, 8 th and 10 th days, the colony growth diameter of the pathogenic fungi is measured by a cross method, the data is recorded, the result is shown in the table 2, and the inhibition rate is calculated according to the following formula:
Figure BDA0002222208550000061
TABLE 2 Primary assay for Dehydroabietylamine (substituted) benzaldehyde Schiff base derivatives bacteriostatic Activity
Figure BDA0002222208550000062
Figure BDA0002222208550000071
Figure BDA0002222208550000081
The percentage in table 2 above is the inhibition rate, and as can be seen from table 2, each dehydroabietylamine (substituted) benzaldehyde Schiff base derivative has better bacteriostatic activity against 6 pathogenic fungi and can be used for wood preservation; and the inhibition rate of the sample No. 1 to the botrytis cinerea is more than 90% after 2 days, and the inhibition rate to the fusarium graminearum is more than 80%; 2. the inhibition rates of the No. 7 and No. 8 samples to Botrytis cinerea, Fusarium solani, Alternaria brassicae, Fusarium graminearum and Fusarium oxysporum are both more than 80%, and the inhibition rates of the No. 8 samples to Fusarium solani and Alternaria brassicae are both 100% and are equivalent to the inhibition activities of positive control cycloheximide to Fusarium solani and Alternaria brassicae; the inhibition rate of the sample No. 4 to the botrytis cinerea and the alternaria brassicae is 100 percent, and is equivalent to the inhibition activity of cycloheximide to the botrytis cinerea and the alternaria brassicae.
6.2 further determination of bacteriostatic activity:
selecting No. 4, 6-8 samples of the dehydroabietylamine (substituted) benzaldehyde Schiff base derivative with good inhibitory activity on 6 different pathogenic fungi, and respectively carrying out the following operations on each sample: sample solutions with final concentrations of 100, 50, 25 and 12.5 mu g/mL of samples in each culture dish are prepared by a double dilution method, and absolute ethyl alcohol is also used as a solvent control, an aqueous solution of cycloheximide with the same concentration as the solution to be detected is used as a positive control, and a pure PDA culture medium is used as a blank control. The same sample was inoculated with six pathogenic fungi of Botrytis cinerea, Coriolus versicolor, Fusarium solani, Fusarium oxysporum, Alternaria brassicae and Fusarium graminearum respectively under a concentration gradient, three replicate groups were set up for each experiment, the growth diameter of each bacterium was measured during the culture in an incubator at 28 ℃ for 10 days, the average diameter and the inhibition rate were calculated, and the results are shown in FIGS. 1 to 6, in which 4, 6, 7 and 8 represent sample No. 4, sample No. 6, sample No. 7 and sample No. 8, respectively.
As shown in FIGS. 1-6, the four samples have good inhibitory activity against 6 different pathogenic fungi at different concentrations, and sample No. 4 has the highest inhibitory rate against 6 different pathogenic fungi at 11.25 μ g/mL; the sample No. 6 has the highest inhibition rate to 6 different pathogenic fungi under 22.5 mu g/mL, and the inhibition rates are all 95 percent; the sample No. 7 integrates the inhibition rates on 6 different pathogenic fungi, and the inhibition rate is preferably about 11.25, and the inhibition rate is the lowest at 25 mu g/mL; sample No. 8 showed the highest inhibition of 6 different pathogenic fungi at 45. mu.g/mL.

Claims (3)

1. The application of the dehydroabietylamine substituted benzaldehyde Schiff base derivative is characterized in that: the method is used for wood preservation; the concentration of the dehydroabietylamine substituted benzaldehyde Schiff base derivative is 11.25-180 mu g/mL; the structural formula of the dehydroabietylamine substituted benzaldehyde Schiff base derivative is as follows:
Figure DEST_PATH_IMAGE001
wherein R is2Is composed of
Figure 577982DEST_PATH_IMAGE002
、
Figure DEST_PATH_IMAGE003
、
Figure 945509DEST_PATH_IMAGE004
、
Figure DEST_PATH_IMAGE005
、
Figure 187135DEST_PATH_IMAGE006
、
Figure DEST_PATH_IMAGE007
、
Figure 462258DEST_PATH_IMAGE008
、
Figure DEST_PATH_IMAGE009
Or
Figure 43412DEST_PATH_IMAGE010
；
R2Is composed of
Figure 378579DEST_PATH_IMAGE002
The dehydroabietylamine substituted benzaldehyde Schiff base derivative is used for inhibiting botrytis cinerea and fusarium graminearum; r2Is composed of
Figure 107500DEST_PATH_IMAGE003
、
Figure 186315DEST_PATH_IMAGE008
Or
Figure 619046DEST_PATH_IMAGE009
Use for inhibiting botrytis cinerea, fusarium solani, alternaria brassicae, fusarium graminearum and fusarium oxysporum; r2Is composed of
Figure 390693DEST_PATH_IMAGE004
The dehydroabietylamine substituted benzaldehyde Schiff base derivative is used for inhibiting botrytis cinerea, alternaria brassicae and fusarium graminearum; r2Is composed of
Figure 341331DEST_PATH_IMAGE005
The dehydroabietylamine substituted benzaldehyde Schiff base derivative is used for inhibiting botrytis cinerea and alternaria brassicae; r2Is composed of
Figure 223836DEST_PATH_IMAGE006
The dehydroabietylamine substituted benzaldehyde Schiff base derivative is used for inhibiting botrytis cinerea and alternaria brassicae; r2Is composed of
Figure 576320DEST_PATH_IMAGE007
The dehydroabietylamine substituted benzaldehyde Schiff base derivative is used for inhibiting botrytis cinerea and fusarium graminearum.
2. The use of the dehydroabietylamine-substituted benzaldehyde Schiff base derivative according to claim 1, wherein: the method is used for preparing the wood preservative.
3. The use of the dehydroabietylamine-substituted benzaldehyde Schiff base derivative according to claim 1 or 2, wherein: r2Is composed of
Figure 518869DEST_PATH_IMAGE005
The concentration of the dehydroabietylamine substituted benzaldehyde Schiff base derivative is 11.25 +/-2 mu g/mL, R2Is composed of
Figure 894486DEST_PATH_IMAGE007
The concentration of the dehydroabietylamine substituted benzaldehyde Schiff base derivative is 22.5 +/-2 mu g/mL, R2Is composed of
Figure 315103DEST_PATH_IMAGE008
The concentration of the dehydroabietylamine substituted benzaldehyde Schiff base derivative is 11.25 +/-2 mu g/mL, R2Is composed of
Figure 787673DEST_PATH_IMAGE009
The concentration of the dehydroabietylamine-substituted benzaldehyde Schiff base derivative is 45 +/-2 mu g/mL.
CN201910938419.4A 2019-09-30 2019-09-30 Application of dehydroabietylamine (substituted) benzaldehyde Schiff base derivative Active CN110625720B (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
CN201910938419.4A CN110625720B (en) 2019-09-30 2019-09-30 Application of dehydroabietylamine (substituted) benzaldehyde Schiff base derivative
AU2019101540A AU2019101540A4 (en) 2019-09-30 2019-12-09 Use of Schiff Base Derivative from Dehydroabietylamine and (Substituted) Benzaldehyde

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201910938419.4A CN110625720B (en) 2019-09-30 2019-09-30 Application of dehydroabietylamine (substituted) benzaldehyde Schiff base derivative

Publications (2)

Publication Number Publication Date
CN110625720A CN110625720A (en) 2019-12-31
CN110625720B true CN110625720B (en) 2021-01-22

Family

ID=68973866

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201910938419.4A Active CN110625720B (en) 2019-09-30 2019-09-30 Application of dehydroabietylamine (substituted) benzaldehyde Schiff base derivative

Country Status (2)

Country Link
CN (1) CN110625720B (en)
AU (1) AU2019101540A4 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112936487B (en) * 2021-02-01 2022-04-01 南京市中医院 Pretreatment agent for bamboo cans, preparation method and application thereof

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101580477A (en) * 2009-06-18 2009-11-18 南京林业大学 Dehydroabietylamine derivatives and application thereof in bactericidal and antineoplastic medicaments
CN104961673A (en) * 2015-06-26 2015-10-07 南京林业大学 Dipyridyl dehydroabietylamine Schiff base compound and preparing method thereof
CN109016001A (en) * 2018-07-12 2018-12-18 田秋珍 A kind of wood preservative coatings that prevention and treatment longicorn is obligate

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60257202A (en) * 1984-06-02 1985-12-19 大日本除蟲菊株式会社 Mothproof and antiseptic for wood and mothproof and rotproofmethod of wood using said agent

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101580477A (en) * 2009-06-18 2009-11-18 南京林业大学 Dehydroabietylamine derivatives and application thereof in bactericidal and antineoplastic medicaments
CN104961673A (en) * 2015-06-26 2015-10-07 南京林业大学 Dipyridyl dehydroabietylamine Schiff base compound and preparing method thereof
CN109016001A (en) * 2018-07-12 2018-12-18 田秋珍 A kind of wood preservative coatings that prevention and treatment longicorn is obligate

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
松香在木材防腐中的应用;李淑君等;《林产化学与工业》;20111031;第31卷(第5期);第117-121页 *
松香衍生物生物活性研究进展;李兆双等;《林产化学与工业》;20180630;第38卷(第3期);第17-24页 *
脱氢枞胺Schiff碱的合成及其表征;姜大炜等;《江苏教育学院学报(自然科学)》;20110831;第27卷(第4期);第19-21页 *

Also Published As

Publication number Publication date
AU2019101540A4 (en) 2020-01-23
CN110625720A (en) 2019-12-31

Similar Documents

Publication Publication Date Title
US20190357555A1 (en) Blueberry fresh-keeping agent, preparation method and applications thereof
WO2018201616A1 (en) Method for use in preparing intelligent chromogenic antibacterial anti-oxidation protective film
CN101830014B (en) Method for preventing bamboo wood from mildewing
CN105694320B (en) A kind of Extracts from Plant Recourses antimicrobial preservative film and preparation method and application
CN104015238B (en) A kind of mildew-proof treatment method again contaminating mould bamboo chip
CN112501090B (en) Bacillus licheniformis and application thereof
CN110625720B (en) Application of dehydroabietylamine (substituted) benzaldehyde Schiff base derivative
CN104673876B (en) A kind of transparent water absorbent gel and detection plate for microorganism detection
Kowser et al. Isolation and characterization of Acetobacter aceti from rotten papaya
CN112159767A (en) Method for improving biological control efficiency of acid pathogenic fungi antagonistic yeast after fruit and vegetable harvest and application
CN108118004B (en) Application of pichia stipitis in preventing and treating postharvest diseases of fruits
CN114381042A (en) Bio-based food freshness indicating film and preparation method thereof
CN102160572B (en) Tangerine biological antistaling agent based on activity of rhodosporidium and fruit elicitor
CN107828742A (en) A kind of Shewanella putrefaciens bacteriophage and its application
CN108795782B (en) Method for preventing and treating pear postharvest diseases and storing and refreshing pear fruits by using abnormal Weikeham bacteria
CN112961784B (en) Endophytic Alternaria alternata Aa-Lcht and application thereof in preventing and treating apple tree rot
CN104742208A (en) Antiseptic and mildew-proof agent for wooden and/or bamboo product and application thereof
CN107873734A (en) A kind of biological mildew inhibitor and preparation method thereof
Dabai et al. Cassava starch as an alternative to agar-agar in microbiological media
CN110050831B (en) Pichia guilliermondii suspension for controlling postharvest disease of cherry tomato fruit
CN100567479C (en) A kind of artificial culturing method of Sanguis Draxonis
CN111979128A (en) Screening method of plant-derived pesticide efficient degrading bacteria
CN102197842A (en) Method for controlling apple patulin
CN109258806A (en) Contain the coating liquid, its coating method and application for not producing malicious Aspergillus flavus
CN113305962B (en) Anti-corrosion and anti-cracking agent for bamboo and wood artware and preparation method thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant